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Director of Sales, Enterprise - New York

Decagon - New York, NY, USA - In-office - posted 2026-08-20

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Salary: USD 336,000 - 420,000 / annual

Decagon is a conversational AI platform enabling enterprises to deploy AI agents for customer support and operations across voice, chat, email, SMS, and other channels. Clients include Avis Budget Group, Block (Cash App/Square), Chime, Oura Health, and Hunter Douglas. The company is backed by a16z, Accel, Bain Capital Ventures, Coatue, and Index Ventures. You will join the founding sales leadership team as Director of Enterprise Sales, reporting to the VP of Sales. This is a hands-on leadership role focused on scaling sales operations, driving revenue growth, and building a high-performing enterprise sales team. You'll be responsible for hiring, training, and developing top enterprise account executives while fostering a competitive, entrepreneurial culture. Key responsibilities include managing sales forecasting, pipeline management, and performance tracking; identifying and capitalizing on new market opportunities; developing territory plans and sales playbooks; and driving large deal cycles from planning through close. You'll work cross-functionally to execute programs aligned with company vision and leverage sales enablement tools and CRM platforms (Salesforce, HubSpot, etc.) to drive team efficiency. Required: 4+ years managing and leading sales teams in B2B/SaaS environments with a track record of exceeding targets. Proficiency in MEDDPICC or similar value-selling frameworks. Proven ability to hire, develop, and retain top talent while maintaining high-performance standards. Preferred: Territory planning and sales playbook development experience; expertise in sales enablement and CRM platforms; proven success on large enterprise deals; background in rapidly growing startups or tech environments where adaptability is essential. Decagon is a fully in-office company based in New York, driven by values of execution, customer-centric innovation, competitive excellence, and intellectual versatility.

About Decagon

AI / Data / Infrastructure; SaaS / Enterprise Software — AI agents for customer support and enterprise operations.

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